(R)-3-hydroxyoctanoyl-CoA → (R)-3-Hydroxy-5-phenylpentanoic acid

HRID 859820Notes

Reaction equation

HRID 859820 reaction equation
[OH:1][C@H](CCCCC)CC(SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2)[C@H](O)[C@@H]1OP(O)(O)=O)=O.[OH:59][C@H:60]([CH2:112][CH2:113][C:114]1[CH:119]=[CH:118][CH:117]=[CH:116][CH:115]=1)[CH2:61][C:62](SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2)[C@H](O)[C@@H]1OP(O)(O)=O)=[O:63]>>[OH:59][CH:60]([CH2:112][CH2:113][C:114]1[CH:119]=[CH:118][CH:117]=[CH:116][CH:115]=1)[CH2:61][C:62]([OH:63])=[O:1]

Participants

3

Reactant 2

HCID 11966193(R)-3-hydroxyoctanoyl-CoAHCID 86588296(R)-3-Hydroxy-5-phenylvaleryl-CoA

Product 1

HCID 11106233(R)-3-Hydroxy-5-phenylpentanoic acid

Procedure

The example 21 was reproduced except that (R)-3-hydroxyoctanoyl CoA was replaced by (R)-3-hydroxy-5-phenylvaleryl CoA (prepared by hydrolyzing 3-hydroxy-5-phenylvaleric acid ester obtained by a Reformatsky reaction to obtain 3-hydroxy-5-phenylvaleric acid and then by the method described in Eur. J. Biochem., 250, 432–439(1997)) to obtain colorant 10.

Workup

  1. customprepared
  2. customobtained by a Reformatsky reaction

Sources & evidence

ORD record
ord-0565b58a1a7e46818739cf32a4769013
Source dataset
uspto-grants-2006_12
Patent number
US07153622B2

Reaction notes

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